How many flights depart from Jamaica to Illinois on average per week?

The number of flights available between Jamaica and Illinois is 2 per week as of August 2026. The most frequent departure day is Mon, with 50% of weekly flights leaving on this day.

How long is the flight from Jamaica to Illinois?

The flight from Jamaica to Illinois depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Montego Bay (a popular airport in Jamaica) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 4h 26m on average. If you fly from Kingston (another popular airport in Jamaica) to Chicago O'Hare Intl Airport, then the average flight time is 9h 49m.

What is the cheapest airline that flies from Jamaica to Illinois?

United Airlines, Delta, and Air Canada are the most popular carriers operating from Jamaica to Illinois

When did momondo last update prices for flights from Jamaica to Illinois?

Prices for flights from Jamaica to Illinois were last updated today.

How many operators does momondo search for flights from Jamaica to Illinois?

There are 2 operators available for flights from Jamaica to Illinois as of August 2026.

How old do you have to be to fly from Jamaica to Illinois?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.

What documentation or ID do you need to fly to Illinois?

The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$209 Cheap Flights from Jamaica to Illinois in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jamaica to Illinois

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Jamaica to Illinois

Enter your travel dates to find the best prices.

1:20 pm - 11:07 am-

21h 47m

5:54 pm - 1:25 pm-

19h 31m

$382Air Canada

Sun, Oct 25 - Sat, Oct 31

6:20 pm - 9:23 am-

16h 03m

4:30 pm - 5:20 pm-

23h 50m

$385Air Canada

Mon, Nov 23 - Sun, Nov 29

6:20 pm - 11:07 am-

17h 47m

4:30 pm - 5:20 pm-

23h 50m

$388Air Canada

Mon, Nov 23 - Sun, Nov 29

6:20 pm - 11:07 am-

17h 47m

8:50 pm - 12:50 pm-

15h 00m

$388Air Canada

Mon, Nov 23 - Sun, Nov 29

2:12 pm - 6:55 pm-

4h 43mnonstop

9:00 am - 1:12 pm-

4h 12mnonstop

$391American Airlines

Wed, Sep 2 - Tue, Sep 8

2:12 pm - 6:55 pm-

4h 43mnonstop

5:00 am - 2:23 pm-

9h 23m

$396American Airlines

Wed, Sep 2 - Tue, Sep 8

3:20 pm - 11:49 pm-

9h 29m

8:40 am - 1:48 pm-

4h 08mnonstop

$402United Airlines

Mon, Nov 23 - Sun, Nov 29

2:40 pm - 8:05 pm-

29h 25m

5:45 pm - 11:43 am-

17h 58m

$402United Airlines

Sat, Sep 12 - Sat, Sep 19

12:13 pm - 11:00 pm-

10h 47m

9:40 am - 2:57 pm-

4h 17mnonstop

$402American Airlines

Tue, Oct 20 - Tue, Nov 10

2:40 pm - 8:05 pm-

29h 25m

5:45 pm - 11:43 am-

17h 58m

$403United Airlines

Sat, Sep 12 - Sat, Sep 19

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Air Canada flights from Jamaica to Illinois

Our best Air Canada deals on Jamaica to Illinois flight tickets

Air Canada

Oct 25

MBJ1:20 pmMontego Bay Sangster Intl

21h 47m

1 stop

ORD11:07 amChicago O'Hare Intl

Oct 31

ORD5:54 pmChicago O'Hare Intl

19h 31m

1 stop

MBJ1:25 pmMontego Bay Sangster Intl

$382

Air Canada

Nov 23

MBJ6:20 pmMontego Bay Sangster Intl

16h 03m

1 stop

ORD9:23 amChicago O'Hare Intl

Nov 29

ORD4:30 pmChicago O'Hare Intl

23h 50m

1 stop

MBJ5:20 pmMontego Bay Sangster Intl

$385

Air Canada

Nov 23

MBJ6:20 pmMontego Bay Sangster Intl

17h 47m

2 stops

ORD11:07 amChicago O'Hare Intl

Nov 29

ORD8:50 pmChicago O'Hare Intl

15h 00m

1 stop

MBJ12:50 pmMontego Bay Sangster Intl

$388

American Airlines flights from Jamaica to Illinois

Our best American Airlines deals on Jamaica to Illinois flight tickets

American Airlines

Sep 2

MBJ2:12 pmMontego Bay Sangster Intl

4h 43m

ORD6:55 pmChicago O'Hare Intl

Sep 8

ORD9:00 amChicago O'Hare Intl

4h 12m

MBJ1:12 pmMontego Bay Sangster Intl

$391

American Airlines

Sep 2

MBJ2:12 pmMontego Bay Sangster Intl

4h 43m

ORD6:55 pmChicago O'Hare Intl

Sep 8

ORD5:00 amChicago O'Hare Intl

9h 23m

1 stop

MBJ2:23 pmMontego Bay Sangster Intl

$396

American Airlines

Sep 2

MBJ2:37 pmMontego Bay Sangster Intl

7h 20m

1 stop

ORD9:57 pmChicago O'Hare Intl

Sep 8

ORD5:00 amChicago O'Hare Intl

9h 23m

1 stop

MBJ2:23 pmMontego Bay Sangster Intl

$406

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 10/25

1:20 pm-11:07 am

1 stop21h 47m

Chicago O'Hare Intl

Sat 10/31

5:54 pm-1:25 pm

1 stop19h 31m

$382

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:20 pm-9:23 am

1 stop16h 03m

Chicago O'Hare Intl

Sun 11/29

4:30 pm-5:20 pm

1 stop23h 50m

$385

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:20 pm-11:07 am

2 stops17h 47m

Chicago O'Hare Intl

Sun 11/29

4:30 pm-5:20 pm

1 stop23h 50m

$388

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 11/23

6:20 pm-11:07 am

2 stops17h 47m

Chicago O'Hare Intl

Sun 11/29

8:50 pm-12:50 pm

1 stop15h 00m

$388

Quickest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/2

2:12 pm-6:55 pm

Nonstop4h 43m

Chicago O'Hare Intl

Tue 9/8

9:00 am-1:12 pm

Nonstop4h 12m

$391

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 9/2

2:12 pm-6:55 pm

Nonstop4h 43m

Chicago O'Hare Intl

Tue 9/8

5:00 am-2:23 pm

1 stop9h 23m

$396

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Mon 11/23

3:20 pm-11:49 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 11/29

8:40 am-1:48 pm

Nonstop4h 08m

$402

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 9/12

2:40 pm-8:05 pm

1 stop29h 25m

Chicago O'Hare Intl

Sat 9/19

5:45 pm-11:43 am

1 stop17h 58m

$402

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 10/20

12:13 pm-11:00 pm

1 stop10h 47m

Chicago O'Hare Intl

Tue 11/10

9:40 am-2:57 pm

Nonstop4h 17m

$402

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 9/12

2:40 pm-8:05 pm

1 stop29h 25m

Chicago O'Hare Intl

Sat 9/19

5:45 pm-11:43 am

1 stop17h 58m

$403

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Jamaica to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Jamaica is in September. Flight prices, which tend to average around $348, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of September, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $356.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Jamaica to Illinois is on a Wednesday when prices can be found for as low as $413. Flights from Jamaica to Illinois on a Monday will generally be more expensive and average around $531. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Jamaica to Illinois during this time can be as low as $454. Flights at noon are often more expensive with an average ticket price of $469.

What is the cheapest Jamaica to Illinois flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Jamaica - Illinois flight prices

What cabin class options are available on Jamaica to Illinois flights?

There are 2 cabin classes available to choose from on Jamaica to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jamaica to Illinois flights?

No. A direct flight is the cheapest option for a flight between Jamaica to Illinois.

Cheap Jamaica to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Illinois

Best Price Found	$301
Fastest flight time	4h 26m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Jamaica in the past 72 hours is $301. The best round-trip flight deal from Jamaica to Illinois found on momondo in the last 72 hours is $430.

The fastest flight from Jamaica to Illinois takes 4h 26m

Direct flights go from Jamaica to Illinois every day.

There are 98 airports in Illinois. From Jamaica there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Jamaica to Illinois

When did momondo last update prices for flights from Jamaica to Illinois?
Prices for flights from Jamaica to Illinois were last updated today.
How many operators does momondo search for flights from Jamaica to Illinois?
There are 2 operators available for flights from Jamaica to Illinois as of August 2026.
How old do you have to be to fly from Jamaica to Illinois?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Jamaica to Illinois?
Based on momondo bookings for flights between Jamaica and Illinois, the leading plane model is Boeing 737 MAX 8, making up 32.81% of the total bookings. Other popular models include Boeing 737 with 14.06%, Boeing 737-800 with 12.50%, and Airbus A321-100/200 with 6.25%.

Best airlines flying from Jamaica to Illinois

Compare and see reviews for airlines that fly from Jamaica to Illinois with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $281	Free Cancellation	Rating 7.4 10,059 reviews		Search United Airlines flights
American Airlines	PriceFrom $281	Free Cancellation	Rating 7.1 11,845 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Illinois?

It is quick and easy to find Jamaica to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Jamaica to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Jamaica which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Jamaica to Illinois?

momondo provides multiple filters to help you find the best flight to Illinois from Jamaica. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Jamaica to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jamaica to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.